Longer life expectancy has presented older adults the option of international retirement migration (IRM). Using the TOPSIS method, this study aimed to provide a systematic way of evaluating possible migration destination within Asia Paciﬁc for older Asian adults. Four countries, namely Australia, Japan, New Zealand, and Singapore were chosen as many of their cities have consistently appeared in various lists of “best cities to live in”. Criteria for consideration include cost of living, quality of life, Hofstede’s masculinity, and health care quality. On behalf of an elderly couple from Taiwan, this study evaluated multiple attributes using the TOPSIS method to provide a ranking of countries that best suited their IRM requirements. Final evaluation showed that Australia is the most desirable retirement migration destination while Singapore is the least desired destination. This study demonstrated that the TOPSIS method can be utilized to assist in unstructured decision-making such as evaluation of real life choices.